Sodium Hydroxide → 4-[(2,3-Dihydro-indole-1-carbonyl)-amino]-3-methoxy-phenyl-acetic acid

Participants

Reaction Conditions

Reaction Steps

A mixture of methyl 4-[(2,3-dihydro-indole-1-carbonyl)-amino]-3-methoxy-phenyl-acetate (5.2 g, Reference Example 6) and sodium hydroxide (20 mL, 1M) in methanol (100 mL) and water (50 mL) was stirred at 50° C. for 4 hours. The mixture was evaporated to low bulk and the aqueous layer was washed with dichloromethane then acidified with hydrochloric acid (1M) to give a tan precipitate. This material was filtered, washed with water, then with ether and then dried to give the title compound (4.3 g) as an off-white solid. HPLC: RT=13.3 minutes (99% by ELS).

Provenance & Evidence